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Jackson was sleeping still, sound asleep. The sight of his smooth body made me hard. I kissed him on his forehead and lubed up his little asshole. He instantly woke up and made a small moan. He knew where he was and what he was in for. I fingered him, he was tense again. I put a condom on, stood on my knees in my bed, put his legs on my shoulders and continued to finger him. He was easing up. I started to wank his dick, I wouldn’t let him come yet. I rubbed my four-skin along his sweet little lubed hole. I put the head of my hard dick into his little hole. I got 3/4 of my dick into him and said I’m halfway in. I pushed into him harder, he started to breathe shallow again and close his eyes. I kept pushing into him and said that my dick was completely in him, but I was only half way. I slowly pulled out to the tip. I gripped hard onto his hips and thrusted my hard dick right into him. I tricked him. Jackson made yet another sweet, painful, loud moan, yet again, his cries were not. When I got out, she stayed in the car until I realized I was supposed to open her door first. So I opened her door like the gentleman I am (I was wearing a suit after all) and let her out. I was very polite and tried to be subtle as she wasn't careful with her dress and I got a huge look at her thighs. I walked her to the door and she stopped and said very formally "thank you for a lovely evening, sir." I'm thinking I get the game now and say "my pleasure, Ma'am" Then she leans in and kisses me. It was a lot softer and maybe less erotic than the restaurant but it was slow and soft with wet lips. In some ways it was even better than the one inside the restaurant.The she giggled and said "lesson over" and grabbed me and we went inside. The date was over."Honey, be a dear and get me a glass of wine. There's an open bottle in the fridge." Now we were just people hanging out. Me visiting Mrs. S and waiting on her a little bit. She went and spread out on the couch and waited for me to.
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